تفاعل #49788

ord-e3ab984d5c024708ae7185b42301c498

معادلة التفاعل

O=[N+]([O-])c1ccc(Oc2cc(F)c(C(F)(F)F)c(Cl)c2)cc1[N+](=O)[O-]
2-chloro-α,α,α,6-tetrafluoro-p-tolyl 3,4-dinitrophenyl ether
COc1ccc(O)cc1
4methoxyphenol
O=C([O-])[O-].[K+].[K+]
potassium carbonate
O
water
COc1ccc(Oc2cc(Oc3cc(F)c(C(F)(F)F)c(Cl)c3)ccc2[N+](=O)[O-])cc1
title product
المردود 25.2%
COc1ccc(Oc2cc(Oc3cc(F)c(C(F)(F)F)c(Cl)c3)ccc2[N+](=O)[O-])cc1
4-[(2-Chloro-α,α,α,6-tetrafluoro-p-tolyl)oxy]-2-(p-methoxyphenoxy)-1-nitrobenzene
المردود 25.2%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةis refluxed for 18 hours
  2. 2
    استخلاصextracted with ethyl acetate
  3. 3
    استخلاصThe organic extract
  4. 4
    غسيلis washed with brine
  5. 5
    تجفيفdried over anhydrous sodium sulfate
  6. 6
    تركيزconcentrated in vacuo
  7. 7
    أخرىto obtain an amber oil

الإجراء التجريبي

A mixture of 2-chloro-α,α,α,6-tetrafluoro-p-tolyl 3,4-dinitrophenyl ether (10.0 g, 0.026 mol), 4methoxyphenol (6.45 g, 0.052 mol) and potassium carbonate (7.26 g, 0.052 mol) in acetonitrile is refluxed for 18 hours, cooled to room temperature, poured into water and extracted with ethyl acetate. The organic extract is washed with brine, dried over anhydrous sodium sulfate and concentrated in vacuo to obtain an amber oil. Column chromatography of the oil using silica gel and a (1:4) ether/hexanes solution gives the title product as a yellow oil (3.0 g) which is identified by 1HNMR and 13CNMR spectral analyses.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05424280uspto-grants-1995_06